1,3-Diaxial Strain Energies for Monosubstituted Cyclohexanes Substituent kJ/mol Substituent kJ/mol -CN, cyano |-NH2 0.4 2.95 -F 0.5 -COOH 2.95 -C=CH, ethynyl 0.85 -CH=CH, 3.55 -I 0.95 -CH3 3.64 -Ci 1.1 -CH2CH3 3.65 -Br 1.2 -CH(CH3)2 4.5 -ОН 1.95 -C(CH3)3 10.5 -CH5 6.3 HO ČH3 a H3C b

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
Question

Which of the following two conformations of trans-3-methylcyclohexanol is more stable? Use the strain energy increments in the table below estimate the energy difference (a positive number) between them.

 

1,3-Diaxial Strain Energies for Monosubstituted
Cyclohexanes
Substituent
kJ/mol Substituent kJ/mol
-CN, cyano
|-NH2
0.4
2.95
-F
0.5
-COOH
2.95
-C=CH, ethynyl 0.85
-CH=CH,
3.55
-I
0.95
-CH3
3.64
-Ci
1.1
-CH2CH3
3.65
-Br
1.2
-CH(CH3)2 4.5
-ОН
1.95
-C(CH3)3
10.5
-CH5
6.3
HO
ČH3 a
H3C
b
Transcribed Image Text:1,3-Diaxial Strain Energies for Monosubstituted Cyclohexanes Substituent kJ/mol Substituent kJ/mol -CN, cyano |-NH2 0.4 2.95 -F 0.5 -COOH 2.95 -C=CH, ethynyl 0.85 -CH=CH, 3.55 -I 0.95 -CH3 3.64 -Ci 1.1 -CH2CH3 3.65 -Br 1.2 -CH(CH3)2 4.5 -ОН 1.95 -C(CH3)3 10.5 -CH5 6.3 HO ČH3 a H3C b
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 2 images

Blurred answer
Knowledge Booster
Alkanes and Cycloalkanes
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY